10-Acetoxytoxol

Details

• Internal ID: f2b8e948-1ca5-420f-8664-2828398d29be
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: 2-(5-acetyl-3-hydroxy-2,3-dihydro-1-benzofuran-2-yl)prop-2-enyl acetate
• SMILES (Canonical): CC(=O)C1=CC2=C(C=C1)OC(C2O)C(=C)COC(=O)C
• SMILES (Isomeric): CC(=O)C1=CC2=C(C=C1)OC(C2O)C(=C)COC(=O)C
• InChI: InChI=1S/C15H16O5/c1-8(7-19-10(3)17)15-14(18)12-6-11(9(2)16)4-5-13(12)20-15/h4-6,14-15,18H,1,7H2,2-3H3
• InChI Key: JWOFLZQIQQWHRY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.80
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• CHEBI:174636
• 2-(5-acetyl-3-hydroxy-2,3-dihydro-1-benzouran-2-yl)prop-2-enyl acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9846	98.46%
Caco-2	-	0.5530	55.30%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7685	76.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9112	91.12%
OATP1B3 inhibitior	+	0.9324	93.24%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7465	74.65%
P-glycoprotein inhibitior	-	0.8237	82.37%
P-glycoprotein substrate	-	0.8380	83.80%
CYP3A4 substrate	-	0.5095	50.95%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8178	81.78%
CYP3A4 inhibition	-	0.6601	66.01%
CYP2C9 inhibition	+	0.7661	76.61%
CYP2C19 inhibition	+	0.7238	72.38%
CYP2D6 inhibition	-	0.8743	87.43%
CYP1A2 inhibition	+	0.7908	79.08%
CYP2C8 inhibition	+	0.6222	62.22%
CYP inhibitory promiscuity	+	0.6975	69.75%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6627	66.27%
Eye corrosion	-	0.9763	97.63%
Eye irritation	+	0.6629	66.29%
Skin irritation	-	0.6634	66.34%
Skin corrosion	-	0.9371	93.71%
Ames mutagenesis	-	0.6047	60.47%
Human Ether-a-go-go-Related Gene inhibition	-	0.6209	62.09%
Micronuclear	-	0.5267	52.67%
Hepatotoxicity	-	0.5021	50.21%
skin sensitisation	-	0.5778	57.78%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5552	55.52%
Acute Oral Toxicity (c)	III	0.3833	38.33%
Estrogen receptor binding	-	0.7114	71.14%
Androgen receptor binding	-	0.7006	70.06%
Thyroid receptor binding	-	0.6197	61.97%
Glucocorticoid receptor binding	-	0.6343	63.43%
Aromatase binding	-	0.6617	66.17%
PPAR gamma	-	0.7524	75.24%
Honey bee toxicity	-	0.9026	90.26%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6802	68.02%
Fish aquatic toxicity	+	0.9963	99.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.51%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.75%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.27%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	88.25%	94.73%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.86%	94.80%
CHEMBL2581	P07339	Cathepsin D	84.10%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	84.07%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.80%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	83.46%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.97%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.27%	95.89%

Plants that contains it

• Helichrysum italicum

Cross-Links

• PubChem: 131750993
• LOTUS: LTS0236250
• wikiData: Q105136245